Omegas are out of the question for the reason(s) listed above. I think the problem is that I'm "forcing" a watch on myself just because I want to buy a watch, and I'm getting a killer hook-up at Macy's. I should probably just opt not to buy one, but damn these sales.

If you really "have" to buy a watch now, go for the Guess. I think for the money, it will satisfy that itch that you have. If you can get it for $150 or so, it will be worth it. A year from now, you wouldn't even remember that $150 that you spent.